N-(2-Chloroethyl)benzylamine hydrochloride → 2-(3-Chloro-2-methylphenylimino)-3-benzyl-1,3-thiazolidine
Reaction equation
[Cl-].[CH2:2]([NH2+:9][CH2:10][CH2:11]Cl)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:13][C:14]1[C:15]([CH3:23])=[C:16]([N:20]=[C:21]=[S:22])[CH:17]=[CH:18][CH:19]=1>>[Cl:13][C:14]1[C:15]([CH3:23])=[C:16]([N:20]=[C:21]2[N:9]([CH2:2][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:10][CH2:11][S:22]2)[CH:17]=[CH:18][CH:19]=1Participants
3
Procedure
2-Hydroxyethylamine was reacted with benzyl bromide according to Method B2a to give N-benzyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-benzyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 3-chloro-2-methylphenyl isothiocyanate to give 2-(3-chloro-2-methylphenylimino)-3-benzyl-1,3-thiazolidine.
Sources & evidence
- ORD record
- ord-90c8d13e631d43c68ba3ffe9ed590da9
- Source dataset
- uspto-grants-2002_03
- DOI